NPASS drugs

Drug Information

Drug ID:	NPD5082
Drug Name:
Molecular Formula:	C22H25N7O2
Canonical SMILES:	Cn1ncc(c1)c1nc2c3c1c[nH]nc(c3cc(c2)N=C([C@@H](C1CCCCC1)N)O)O
Standard InCHI:	InChI=1S/C22H25N7O2/c1-29-11-13(9-25-29)20-16-10-24-28-21(30)15-7-14(8-17(27-20)18(15)16)26-22(31)19(23)12-5-3-2-4-6-12/h7-12,19,24H,2-6,23H2,1H3,(H,26,31)(H,28,30)/t19-/m1/s1
Standard InCHIKey:	YFNWWNRZJGMDBR-LJQANCHMSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5082

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	365
0.1-0.2	2446
0.2-0.3	10478
0.3-0.4	12525
0.4-0.5	2668
0.5-0.6	1927
0.6-0.7	470
0.7-0.8	11
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7174	NPC131718
Intermediate Similarity	0.7143	NPC313791
Intermediate Similarity	0.7065	NPC229332
Intermediate Similarity	0.7037	NPC194411
Intermediate Similarity	0.7031	NPC68354
Intermediate Similarity	0.7021	NPC474561
Intermediate Similarity	0.7021	NPC49954
Intermediate Similarity	0.7021	NPC160105
Intermediate Similarity	0.701	NPC233936
Intermediate Similarity	0.7005	NPC102423
Intermediate Similarity	0.7005	NPC317030
Remote Similarity	0.6995	NPC176199
Remote Similarity	0.6995	NPC215795
Remote Similarity	0.6971	NPC314957
Remote Similarity	0.6965	NPC133366
Remote Similarity	0.6954	NPC474707
Remote Similarity	0.6935	NPC95783
Remote Similarity	0.6927	NPC275305
Remote Similarity	0.6927	NPC37423
Remote Similarity	0.6919	NPC204565
Remote Similarity	0.6915	NPC476118
Remote Similarity	0.6915	NPC474177
Remote Similarity	0.6904	NPC15102
Remote Similarity	0.6902	NPC25008
Remote Similarity	0.6902	NPC469760
Remote Similarity	0.6902	NPC469765
Remote Similarity	0.6902	NPC469786
Remote Similarity	0.6902	NPC469763
Remote Similarity	0.6902	NPC73952
Remote Similarity	0.6902	NPC259644
Remote Similarity	0.6897	NPC77555
Remote Similarity	0.6895	NPC63751
Remote Similarity	0.6884	NPC65215
Remote Similarity	0.6884	NPC173028
Remote Similarity	0.6875	NPC314603
Remote Similarity	0.6865	NPC211572
Remote Similarity	0.6865	NPC75540
Remote Similarity	0.6865	NPC70922
Remote Similarity	0.6865	NPC80597
Remote Similarity	0.6865	NPC212376
Remote Similarity	0.6862	NPC282231
Remote Similarity	0.6856	NPC59269
Remote Similarity	0.6847	NPC472193
Remote Similarity	0.6825	NPC311276
Remote Similarity	0.6809	NPC279918
Remote Similarity	0.6806	NPC201700
Remote Similarity	0.6793	NPC24678
Remote Similarity	0.6793	NPC105818
Remote Similarity	0.6791	NPC469762
Remote Similarity	0.6791	NPC212742
Remote Similarity	0.6782	NPC99666
Remote Similarity	0.6755	NPC92796
Remote Similarity	0.6755	NPC135141
Remote Similarity	0.6741	NPC180504
Remote Similarity	0.6738	NPC469785
Remote Similarity	0.6737	NPC194640
Remote Similarity	0.6734	NPC314002
Remote Similarity	0.6731	NPC476073
Remote Similarity	0.673	NPC477111
Remote Similarity	0.6718	NPC150048
Remote Similarity	0.6718	NPC203754
Remote Similarity	0.67	NPC171171
Remote Similarity	0.67	NPC94752
Remote Similarity	0.6699	NPC265576
Remote Similarity	0.6699	NPC98715
Remote Similarity	0.6684	NPC151939
Remote Similarity	0.6683	NPC300183
Remote Similarity	0.6683	NPC204717
Remote Similarity	0.6667	NPC230869
Remote Similarity	0.6667	NPC318065
Remote Similarity	0.6667	NPC56765
Remote Similarity	0.6667	NPC54988
Remote Similarity	0.6667	NPC159856
Remote Similarity	0.6667	NPC314372
Remote Similarity	0.6667	NPC49217
Remote Similarity	0.6667	NPC206819
Remote Similarity	0.665	NPC188387
Remote Similarity	0.665	NPC213468
Remote Similarity	0.665	NPC476319
Remote Similarity	0.665	NPC163421
Remote Similarity	0.6649	NPC162268
Remote Similarity	0.6635	NPC477113
Remote Similarity	0.6634	NPC157828
Remote Similarity	0.6634	NPC195239
Remote Similarity	0.6633	NPC48938
Remote Similarity	0.6633	NPC220765
Remote Similarity	0.6618	NPC131887
Remote Similarity	0.6615	NPC34508
Remote Similarity	0.6604	NPC46225
Remote Similarity	0.6604	NPC225821
Remote Similarity	0.6602	NPC194967
Remote Similarity	0.6602	NPC11445
Remote Similarity	0.6599	NPC248454
Remote Similarity	0.6598	NPC280548
Remote Similarity	0.6584	NPC46580
Remote Similarity	0.6582	NPC471579
Remote Similarity	0.658	NPC98187
Remote Similarity	0.6579	NPC41257
Remote Similarity	0.6577	NPC98371
Remote Similarity	0.6577	NPC313884
Remote Similarity	0.6573	NPC127677
Remote Similarity	0.6573	NPC258062
Remote Similarity	0.6571	NPC470678
Remote Similarity	0.6562	NPC40779
Remote Similarity	0.6561	NPC141353
Remote Similarity	0.6561	NPC51054
Remote Similarity	0.6557	NPC190296
Remote Similarity	0.6557	NPC475288
Remote Similarity	0.6553	NPC195314
Remote Similarity	0.6552	NPC213629
Remote Similarity	0.6552	NPC321708
Remote Similarity	0.6537	NPC324149
Remote Similarity	0.6533	NPC300688
Remote Similarity	0.653	NPC477609
Remote Similarity	0.6526	NPC286427
Remote Similarity	0.6526	NPC129721
Remote Similarity	0.6517	NPC472294
Remote Similarity	0.651	NPC476231
Remote Similarity	0.6509	NPC475070
Remote Similarity	0.6508	NPC38736
Remote Similarity	0.6507	NPC32200
Remote Similarity	0.6497	NPC469938
Remote Similarity	0.6485	NPC280290
Remote Similarity	0.6482	NPC270009
Remote Similarity	0.648	NPC470498
Remote Similarity	0.648	NPC158129
Remote Similarity	0.6477	NPC90723
Remote Similarity	0.6477	NPC472587
Remote Similarity	0.6476	NPC106771
Remote Similarity	0.6476	NPC23420
Remote Similarity	0.6476	NPC303820
Remote Similarity	0.6476	NPC205254
Remote Similarity	0.6474	NPC184476
Remote Similarity	0.6471	NPC37548
Remote Similarity	0.6468	NPC163055
Remote Similarity	0.6468	NPC19679
Remote Similarity	0.6465	NPC267885
Remote Similarity	0.6465	NPC271862
Remote Similarity	0.6452	NPC87856
Remote Similarity	0.6452	NPC151976
Remote Similarity	0.6449	NPC166492
Remote Similarity	0.6449	NPC473362
Remote Similarity	0.6447	NPC259545
Remote Similarity	0.6447	NPC471294
Remote Similarity	0.6445	NPC94211
Remote Similarity	0.6445	NPC52909
Remote Similarity	0.6445	NPC475935
Remote Similarity	0.6442	NPC205403
Remote Similarity	0.6442	NPC242209
Remote Similarity	0.6438	NPC204491
Remote Similarity	0.6438	NPC203614
Remote Similarity	0.6438	NPC477110
Remote Similarity	0.6436	NPC53947
Remote Similarity	0.6436	NPC228835
Remote Similarity	0.6432	NPC184964
Remote Similarity	0.6425	NPC307963
Remote Similarity	0.6425	NPC16667
Remote Similarity	0.6422	NPC267965
Remote Similarity	0.6422	NPC278434
Remote Similarity	0.6422	NPC477610
Remote Similarity	0.6418	NPC192270
Remote Similarity	0.6415	NPC193761
Remote Similarity	0.6414	NPC149155
Remote Similarity	0.6414	NPC110500
Remote Similarity	0.6414	NPC203468
Remote Similarity	0.6411	NPC156704
Remote Similarity	0.64	NPC126709
Remote Similarity	0.64	NPC232340
Remote Similarity	0.64	NPC248041
Remote Similarity	0.6398	NPC315491
Remote Similarity	0.6398	NPC45459
Remote Similarity	0.6392	NPC476446
Remote Similarity	0.6392	NPC159319
Remote Similarity	0.6392	NPC469813
Remote Similarity	0.6392	NPC78375
Remote Similarity	0.639	NPC246700
Remote Similarity	0.639	NPC32771
Remote Similarity	0.6387	NPC285469
Remote Similarity	0.6387	NPC477889
Remote Similarity	0.6382	NPC288785
Remote Similarity	0.6378	NPC477890
Remote Similarity	0.6377	NPC304187
Remote Similarity	0.6377	NPC477166
Remote Similarity	0.6373	NPC44773
Remote Similarity	0.6373	NPC235684
Remote Similarity	0.6373	NPC215584
Remote Similarity	0.6369	NPC324611
Remote Similarity	0.6364	NPC476950
Remote Similarity	0.6364	NPC132211
Remote Similarity	0.6359	NPC469783
Remote Similarity	0.6359	NPC469768
Remote Similarity	0.6359	NPC469761
Remote Similarity	0.6359	NPC469779
Remote Similarity	0.6359	NPC83111
Remote Similarity	0.6359	NPC469780
Remote Similarity	0.6359	NPC469784
Remote Similarity	0.6359	NPC469767
Remote Similarity	0.6355	NPC284678
Remote Similarity	0.6351	NPC293917
Remote Similarity	0.6351	NPC100321

Drug Structure

NPD5082 OpenBabel08211706322D 36 40 0 0 1 0 0 0 0 0999 V2000 2.9633 3.9808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8769 0.5427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0109 0.0427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7430 0.0427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0109 -0.9573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7430 -0.9573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7211 -0.9573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0109 -0.9573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4406 3.4050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2595 1.9657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8418 2.5960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8769 -1.4573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8473 2.4914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8551 -1.4573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7211 0.0427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6472 1.5209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0109 0.0427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8551 0.5427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8769 -2.4573 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3473 1.6254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3334 0.4876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0109 -2.9573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7430 -2.9573 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0070 1.8473 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1837 4.0741 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8551 -2.4573 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7541 0.7119 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4518 1.2350 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0498 3.5741 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.1861 -0.0349 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0109 -3.9573 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6090 -2.4573 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7430 -3.9573 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5295 2.7000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1599 -1.0346 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8769 -4.4573 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 12 1 0 0 0 0 7 14 2 0 0 0 0 7 15 1 0 0 0 0 8 14 1 0 0 0 0 8 17 2 0 0 0 0 9 13 1 0 0 0 0 9 25 2 0 0 0 0 10 16 2 0 0 0 0 10 24 1 0 0 0 0 11 13 2 0 0 0 0 11 29 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 14 26 1 0 0 0 0 15 18 2 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 27 1 0 0 0 0 19 22 1 1 0 0 0 19 23 1 0 0 0 0 20 27 2 0 0 0 0 21 28 2 0 0 0 0 21 30 1 0 0 0 0 22 26 2 3 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 23 33 1 0 0 0 0 24 28 1 0 0 0 0 24 34 1 0 0 0 0 25 29 1 0 0 0 0 30 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001077
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16750408
ChEBI
CAS Number

Drug Properties

Molecular Weight	419.21
ALogP	-2.3884
MLogP	2.89
XLogP	3.637
HDA	9
HBD	4
Rotatable Bonds	8
TPSA	133.41
RO5 Violation	0